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Deena's Exclusive "Beautifully Unhinged" Greece

Sep 8 - 20, 2027

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Your Advisor

Deena Schlosser

Mind My travel

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deena@mindmytravel.ca

306-550-1688

Trip Details


BEAUTIFULLY UNHINGED (huh???)

It sounds a little crazy, and that’s why I love it ☺️ This is the part of the story I really want you to know. Because this trip didn’t start with a spreadsheet, a perfectly mapped out itinerary or a list of things I thought a group should want to...

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Package Pricing

Sep 8 – Sep 19

1 room option

Please note that the total package pricing is per room. The total double occupancy price will include two guests, and single occupancy will be for one guest in a solo room.

Optional

Solo Supplement

AND THERE’S MORE…

What you see here is just the beginning. As our group comes together, more optional experiences and excursions will be added, and what we add in will be shaped by the people coming with us. I don’t want to fill this trip with a generic list of opt...

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Day 1 · Wed, Sep 8 · Athens, Greece


Athens: Where the Adventure Begins

September in Athens brings the city’s light into perfect balance: summer’s heat softens, terraces refill after the August lull, and the ancient stones glow in long, honeyed afternoons. Athens is where marble and modern life sit side by side — a pl...

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Private Tranfer to Hotel

Arrive in Athens, transfer to your hotel and settle in. The adventure begins!

Hotel Elia Ermou 4★ or similar

Sep 8 – Sep 10

Day 2 · Thu, Sep 9 · Athens, Greece


Meals Included: Breakfast & Cooking Class/Lunch

Ancient Athens & Greek Flavours

Discover Athens with a guided city tour and explore the Acropolis, including the Parthenon and other iconic monuments. Then roll up your sleeves for a hands-on Greek cooking class followed by lunch at Klimataria, a historic Athens taverna. Meals: ...

Day 3 · Fri, Sep 10 · Santorini, Greece


Santorini - Cue the Jaw Drop!

September in Santorini is a time when the island feels intimate and luminous: the high-season crowds have thinned, the sea holds the warmth of August, and the light softens into the honeyed tones that painters chase. Built from volcanic drama, San...

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Meals Included: Breakfast

Athens → Santorini

Wine, Islands & Volcanic Flavours

Travel onward to Santorini and settle into island life. Later, visit three renowned Santorini wineries for tastings and an introduction to the island's distinctive volcanic wines.

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Kalisti Hotel and Suites 4★ or similar

Sep 10 – Sep 13

Day 4 · Sat, Sep 11 · Santorini, Greece


Meals Included: Breakfast & Lunch

Ancient History, Island Villages & Sunset

Explore the ancient site of Akrotiri, take in panoramic views from Profitis Elias, and wander through the picturesque village of Pyrgos. Then finish the day with an exclusive private sunset picnic overlooking the caldera and volcano. Meals: Breakf...

Day 5 · Sun, Sep 12 · Santorini, Greece


Meals Included: Breakfast

A Day to Make Your Own

Day 6 · Mon, Sep 13 · Paros, Greece


Paros - Barefoot, Beautiful & Slightly Unhinged

(You are finally starting to get the unhinged part!) September on Paros feels like a small, sun-warmed secret: the Cycladic whitewashed houses glow softer, the seas are still warm enough for long swims, and the island moves from high-season bustle...

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Meals Included: Breakfast

About Your Cruise - Ferry to Paros

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Hotel Narges 4★ or similar

Sep 13 – Sep 16

A Day to Make Your Own

Day 7 · Tue, Sep 14 · Paros, Greece


Meals Included: Breakfast & Lunch

Local Flavours & Island Life

Discover Paros on a panoramic island tour, followed by a tasting at 56 Isles Microbrewery. Then enjoy a four-course farm-to-table lunch at Tsitsanis Tavern in the traditional village of Prodromos.

Day 8 · Wed, Sep 15 · Paros, Greece


Meals Included: Breakfast

A Day to Make Your Own

A full free day to relax, wander, shop, swim, explore or simply soak up the Paros vibe.

Day 9 · Thu, Sep 16 · Milos, Greece


Milos: Prepare to Be Obsessed

Think of Milos in September as the quieter, more intimate sibling of the busy summer months: the Aegean is still warm, the light is buttery, and the island’s volcanic landscapes feel like they were made for slow discovery. Milos—part of the Cyclad...

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Meals Included: Breakfast

About Your Cruise - Ferry to Milos

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Hotel Santa Maria Village 4★ or similar

Sep 16 – Sep 18

A Day to Make Your Own

After settling in, enjoy time to discover this extraordinary volcanic island and its colourful fishing villages.

Day 10 · Fri, Sep 17 · Milos, Greece


Meals Included: Breakfast + Food Tour + Dinner Cruise

A Feast for the Senses

Experience Milos through its food, culture and villages with a multi-stop culinary experience featuring local tastings and a visit to the island's winery.

Private Sunset Catamaran Cruise

Then board a private sunset catamaran cruise with dinner onboard and take in Milos from the water.

Day 11 · Sat, Sep 18 · Milos, Greece


Your Day Your Way! Free Day

Optional Add On

Select an option

  • Naxos Day Tour (optional add on)

    Sep 18, 2027

    Travel by fast ferry to Naxos for a half-day guided island tour. More info to be provided once the group has filled.

Day 12 · Sun, Sep 19 · Athens, Greece


Meals Included: Breakfast & Dinner

Hotel Elia Ermou 4★ or similar

Sep 19 – Sep 20

Milos → Athens

Farewell Dinner

We'll come together for a farewell dinner hosted by Deena & Warren — the perfect way to celebrate the adventure we've shared.

Day 13 · Mon, Sep 20


Meals Included: Breakfast

Private Transfer to Athens Airport